Here is the full list of all 20 Poker Night at the Inventory achievements. It takes around 20-25 hours to unlock all of the achievements on Windows.
Knock out Tycho after he's bought in with his special item.
Knock out Strong Bad after he's bought in with his special item.
Win consecutive all-ins.
Knock out The Heavy after he's bought in with his special item.
Win a hand with a Flush.
Knock out Max after he's bought in with his special item.
Win 12 or more hands.
Win a hand with a Full House.
Win a hand when you have three of a kind comprised of three kings (of any suit).
Win a showdown where you and the opponent have same hand (pair or better) and you have a better kicker.
Win a full game.
Win a pot with two or more opponents when you are all in.
Win a hand with a Straight.
Win a showdown with just a high card.
Win three straight pots.
Win a hand with a 6 card and a 9 card of any suit.
Win a game on hard.
Check a pat hand.
Win a hand with a Straight Flush.
Win a hand with Four of a Kind.